Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 1,4-Diiodobutane
To a solution of 5-bromo-7-chloro-2-[(4-methoxyphenyl)methyl]isoindolin-1-one (1, 0.4 g, 1.09 mmol) in tetrahydrofuran (25 mL) at room temperature was added sodium hydride (131 mg, 5.45 mmol). The reaction was stirred for 30 min and then 1,4-diiodobutane (2, 1691 mg, 5.45 mmol) was added to the reaction mixture. The reaction was stirred at room temperature for an additional 5 h. After completion, the reaction mass was quenched with a cold saturated solution of ammonium chloride at 0 C. The residue was dissolved in ethyl acetate (100 mL) and the organic layer was washed with water (2¡Á20 mL) then with brine (10 mL). The organics were separated and dried using magnesium sulfate before concentration to dryness. The crude was then purified by flash column chromatography using 10% ethyl acetate in hexane as the eluant. The desired fractions were concentrated to dryness under vacuum to afford 5?-bromo-7?-chloro-2?-[(4-methoxyphenyl)methyl]spiro[cyclopentane-1,3?-isoindoline]-1?-one as a yellow solid. Yield: 0.21 g, 45%; MS (ESI) m/z 422.2[M+1]+; 1H NMR (400 MHz, CDCl3) delta 7.54 (s, 1H), 7.40 (s, 1H), 7.26 (d, J=8.10 Hz, 2H), 6.83 (d, J=8.10 Hz, 2H), 4.64 (s, 2H), 3.95 (s, 3H), 2.17-1.72 (m, 8H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.
Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com